L-trans-Pyrrolidine-2,4-dicarboxylic acid

L-trans-Pyrrolidine-2,4-dicarboxylic acid Suppliers list
Company Name: 3B Pharmachem (Wuhan) International Co.,Ltd.  
Tel: 18930552037
Email: 3bsc@sina.com
Company Name: BOC Sciences  
Tel: 1-631-485-4226; 16314854226
Email: info@bocsci.com
Company Name: Guangzhou Isun Pharmaceutical Co., Ltd  
Tel: 020-39119399 18927568969
Email: isunpharm@qq.com
Company Name: EMMX Biotechnology LLC  
Tel: 888-539-0666
Email: info@emmx.com
Company Name: Shanghai EFE Biological Technology Co., Ltd.  
Tel: 021-65675885 18964387627
Email: info@efebio.com

L-trans-Pyrrolidine-2,4-dicarboxylic acid manufacturers

L-trans-Pyrrolidine-2,4-dicarboxylic acid Basic information
Product Name:L-trans-Pyrrolidine-2,4-dicarboxylic acid
Synonyms:L-TRANS-4-CARBOXY-L-PROLINE;L-TRANS-PYRROLIDINE-2,4-DICARBOXYLIC ACID;TRANS-4-CARBOXY-L-PROLINE;2,4-Pyrrolidinedicarboxylicacid,(2S,4R)-(9CI);Zinc03796127;(2S,4R)-pyrrolidine-2,4-dicarboxylic acid;(2S,4R)-2,4-Pyrrolidinedicarboxylic acid;2,4-Pyrrolidinedicarboxylic acid, (2S,4R)-
CAS:64769-66-0
MF:C6H9NO4
MW:159.14
EINECS:
Product Categories:PYRROLE;Glutamate receptor
Mol File:64769-66-0.mol
L-trans-Pyrrolidine-2,4-dicarboxylic acid Structure
L-trans-Pyrrolidine-2,4-dicarboxylic acid Chemical Properties
Melting point 214-217oC
storage temp. Store at RT
solubility PBS (pH 7.2): 2 mg/ml
form White solid.
color White
Water Solubility Soluble to 100 mM in water
InChIInChI=1S/C6H9NO4/c8-5(9)3-1-4(6(10)11)7-2-3/h3-4,7H,1-2H2,(H,8,9)(H,10,11)/t3-,4+/m1/s1
InChIKeyNRSBQSJHFYZIPH-DMTCNVIQSA-N
SMILESN1C[C@H](C(O)=O)C[C@H]1C(O)=O
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
L-trans-Pyrrolidine-2,4-dicarboxylic acid Usage And Synthesis
DescriptionL-trans-Pyrrolidine-2,4-dicarboxylic acid (L-trans-2,4-PDC) is an inhibitor of L-glutamate transport (Ki = 4.6 μM in rat brain synaptosomes). It inhibits radioligand binding to NMDA receptors by 13% but has no effect on AMPA or kainate receptors when used at a concentration of 100 μM. L-trans-2,4-PDC is neurotoxic to astrocyte-rich and astrocyte-poor rat cortical cultures (EC50s = 320 and 50 μM, respectively), an effect that can be reversed by the NMDA antagonist MK-801 and glutamate-pyruvate transaminase but not the non-NMDA glutamate receptor antagonist CNQX. It induces efflux of the non-metabolizable glutamate analog [3H]-D-aspartate in an extracellular sodium-dependent manner. In vivo, L-trans-2,4-PDC (0.05-0.2 μg/side) prevents amphetamine-induced hyperlocomotion in a dose-dependent manner in rats when injected directly into the nucleus accumbens. It also increases bladder intercontraction interval (ICI) without affecting postvoid residual or basal pressure in rats.
UsesL-trans-Pyrrolidine-2,4-dicarboxylic Acid is an inhibitor of the glutamate transporter EAAT.
Biological ActivityPotent, competitive, transportable EAAT1-4 inhibitor/non-transportable EAAT5 inhibitor. Also available as part of the Excitatory Amino Acid Transporter Inhibitor Tocriset™ .
storageStore at RT
References[1] RICHARD J. BRIDGES. Conformationally defined neurotransmitter analogs. Selective inhibition of glutamate uptake by one pyrrolidine-2,4-dicarboxylate diastereomer[J]. Journal of Medicinal Chemistry, 1991, 34 2: 717-725. DOI:10.1021/jm00106a037.
[2] Blitzblau, R., Gupta, S., Djali, S., et al. The glutamate transport inhibitor L-trans-pyrrolidine-2,4-dicarboxylate indirectly evokes NMDA receptor mediated neurotoxicity in rat cortical cultures. Eur. J. Neurosci. 8(9), 1840-1852 (1996).
[3] David, H.N., Thévenoux, A., and Abraini, J.H. Inhibition of the glutamate transporter by L-trans-PDC in the nucleus accumbens prevents the locomotor response to amphetamine. Neuropharmacology 41(3), 409-411 (2001).
[4] MASASHI HONDA. Supraspinal and spinal effects of L-trans-PDC, an inhibitor of glutamate transporter, on the micturition reflex in rats.[J]. Neurourology and Urodynamics, 2013, 32 7: 1026-1030. DOI:10.1002/nau.22351.
L-trans-Pyrrolidine-2,4-dicarboxylic acid Preparation Products And Raw materials
Raw materials1,2,4-Pyrrolidinetricarboxylic acid, 1-(phenylmethyl) ester, (2S-trans)- (9CI)
Tag:L-trans-Pyrrolidine-2,4-dicarboxylic acid(64769-66-0) Related Product Information
trans-Pyrrolidine-3,4-dicarboxylic acid dimethyl ester Fmoc-L-transpro[4-cootbu] Trityl-L-transpro(4-COOMe)-OMe 4-Methyl-2-pyrrolidine carboxylic acid (2S, 4R)-Na-Boc-4-carboxylic acid-proline dimethyl ester 2,4-Pyrrolidinedicarboxylic acid (2S,4R)-4-Methylglutamic acid L-trans-Pyrrolidine-2,4-dicarboxylic acid L-Proline, 4-(hydroxymethyl)-, (4R)- (9CI) 3-Pyrrolidinecarboxylic acid 4-methylglutamic acid (R)-Pyrrolidin-3-ylmethanol